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Asymmetric allylic substitution catalyzed by palladium–Yliphos complex

✍ Scribed by Tetsuo Ohta; Hiroyuki Sasayama; Osakazu Nakajima; Nobukazu Kurahashi; Takeshi Fujii; Isao Furukawa

Book ID
104359671
Publisher
Elsevier Science
Year
2003
Tongue
English
Weight
125 KB
Volume
14
Category
Article
ISSN
0957-4166

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✦ Synopsis

Allylic substitution reactions catalyzed by Pd-or Pt-Yliphos complexes are examined. The reaction of 1,3-diphenyl-2propenyl acetate with benzylamine proceeded in the presence of Pd(dba) 2 -Yliphos to give N-benzyl-1,3-diphenyl-2-propenylamine in high yields with high enantioselectivities (up to 90% ee). Furthermore, the allylic alkylation of 1,3-diphenyl-2-propenyl acetate with dimethyl malonate catalyzed by Pd-Yliphos complex resulted in high enantioselectivity (95% ee) in the presence of LiH as base.

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